A CARBOHYDRATE APPROACH TO 4-HYDROXY-2-CYCLOPENTENONE MOIETY OF ANTITUMOR PROSTANOID PUNAGLANDIN-IV VIA ALKYLATION OF ESTER URONATE

Authors
KUHN C FLORENT JC
Citation
C. Kuhn et Jc. Florent, A CARBOHYDRATE APPROACH TO 4-HYDROXY-2-CYCLOPENTENONE MOIETY OF ANTITUMOR PROSTANOID PUNAGLANDIN-IV VIA ALKYLATION OF ESTER URONATE, Tetrahedron letters, 39(24), 1998, pp. 4247-4250
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
24
Year of publication
1998
Pages
4247 - 4250
Database
ISI
SICI code
0040-4039(1998)39:24<4247:ACAT4M>2.0.ZU;2-N
Abstract
An efficient and stereoselective synthesis of a chiral precursor of 2- chloro-4-hydroxy-4-alkyl-2-cyclopentenone has been realized by alkylat ion of a sugar methyl uronate derived from 1,2-O-isopropylidene alpha- D-glucose with an acetonyl equivalent, and subsequent intramolecular W ittig reaction. (C) 1998 Elsevier Science Ltd. All rights reserved.